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House holiday rentals in Chesterfield

Find and book unique houses on Airbnb

Quick stats about house rentals in Chesterfield

  • Total holiday rentals

    Explore 80 holiday rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Chesterfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesterfield rentals

  • 4.8 Average rating

    Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Chesterfield

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Rowsley
4.98 out of 5 average rating, 308 reviews

Panoramic views, Spring Lambs, Bakewell Chatsworth

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

Top Guest favourite
A stone barn conversion is displayed, featuring a charming entrance with a large wooden door. The exterior showcases a blend of natural stone and modern design elements. Surrounding greenery and an archway are visible in the background, enhancing the rural setting.
Home in Bradfield
4.98 out of 5 average rating, 160 reviews

Beautiful Barn surrounded by open countryside

A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.

Top Guest favourite
A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.
Home in Youlgreave
5.0 out of 5 average rating, 247 reviews

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Top Guest favourite
An inviting living space is featured, showcasing a modern dining table and chairs alongside a vibrant red sideboard. A cozy armchair and a striped lounge chair add comfort, while softly illuminated pendant lights enhance the room's ambiance. Natural light filters through a window adorned with gray curtains.
Home in Chesterfield
4.91 out of 5 average rating, 113 reviews

Bright - 2 Bedroomed House in Derbyshire

Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.

Guest favourite
A warm living area is adorned with an orange sofa, layered with decorative pillows. A low table rests atop a patterned rug, while a guitar leans against a natural wood shelf featuring books and plants. Two windows invite natural light into the space.
Home in Grindleford
4.91 out of 5 average rating, 116 reviews

Peak District Home from Home!

We welcome you to our home. In the heart of the Peak District! Perfectly located for visiting Chatsworth, Haddon Hall, Bakewell & Sheffield. Comfortably sleeping four in two double rooms with a hidden single bed under the stairs ideal for someone who doesn’t mind a little less privacy. A spacious living and dining area with doors opening out onto a patio with a Hot Tub for four people that can be hired as an add on. The house has comfy beds, boho decor & is really warm and cosy!

Guest favourite
A comfortable living area is furnished with a gray sectional sofa and two leather armchairs. A glass coffee table is positioned centrally, and a wooden cabinet stands against the wall, adding storage space. Double doors lead to the outside, allowing natural light to enter.
Home in Chesterfield
4.96 out of 5 average rating, 351 reviews

The Long Hall 2 bed ground floor annexed apartment

Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included

Top Guest favourite
A view from a bridge showcases a serene countryside scene with a stone cottage nestled among lush greenery. The vibrant leaves of trees frame the picturesque surroundings, while the calm waters of the river reflect the natural beauty. The distant hills provide a backdrop.
Home in Grindleford
4.89 out of 5 average rating, 295 reviews

Bridgefoot Cottage - Wild Swimming & Hot Tub

Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.

Top Guest favourite
An open-plan living space is presented, featuring a cozy seating area with a blue sofa and armchair. A round dining table for four is set against the wall, while natural light enters through the doorway leading to the garden.
Home in Baslow
4.99 out of 5 average rating, 269 reviews

Peaceful hideaway Baslow Chatsworth, Peak District

Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.

Guest favourite
A charming stone barn exterior is framed by lush greenery. The building features several windows and is adorned with climbing vines and red leaves, creating a natural connection with its surroundings. A stone pathway leads to the entrance, enhancing the inviting appearance.
Home in Derbyshire
4.92 out of 5 average rating, 145 reviews

Hugo’s Luxury Barn

Welcome to Hugo’s Barn!! Nestled in the heart of the Peak District, Hugo’s Barn at Knabb Farm offers a luxurious and tranquil escape for couples, families, and dog lovers alike. Surrounded by stunning countryside, it’s the perfect retreat to unwind and explore the natural beauty of the region. Located just a short drive from Bakewell, Chatsworth, Matlock, and Matlock Bath, Hugo’s Barn provides a peaceful yet accessible base for your Peak District adventure.

Top Guest favourite
Home in South Yorkshire
4.96 out of 5 average rating, 164 reviews

The Little Lodge

Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.

Guest favourite
A cozy living area features a rustic brick fireplace with a wooden mantel. A compact wooden table is positioned on a colorful rug, surrounded by a comfy armchair and a potted plant. A small television is placed on a light wood stand, adding to the inviting atmosphere.
Home in Eckington
4.88 out of 5 average rating, 125 reviews

Lovely house Eckington Sheffield

Enjoy a peaceful stay in a stylish double room within a characterful Victorian house in the heart of Eckington, Sheffield. This cosy little home will be entirely yours during your stay, offering both comfort and privacy. Your host, Steven, will warmly welcome you on arrival and ensure you’re settled in. Whether you’re visiting for business, leisure, or a countryside getaway, this charming home is a perfect base.

Top Guest favourite
The exterior of the lodge features a blend of traditional brickwork and modern architectural elements. Surrounded by lush greenery, the building showcases large windows and a welcoming entrance, set against a clear blue sky, emphasizing its peaceful and picturesque surroundings.
Home in Eckington
4.97 out of 5 average rating, 268 reviews

Pear Tree Lodge with private HOT TUB and garden

Pear Tree Lodge (with private HOT TUB & south facing garden) is a private and cosy retreat in peaceful surroundings within Henry's Orchard. Your space is across two floors housing open dining, living and kitchen downstairs with KING SIZE BED and ensuite upstairs. Located close to many woodland walks, historical waypoints, pubs, amenities, attractions and transport links in and around Yorkshire and Derbyshire.

Popular amenities for Chesterfield house rentals

When is the best time to visit Chesterfield?

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Avg. price$199 NZD$203 NZD$208 NZD$205 NZD$201 NZD$232 NZD$201 NZD$215 NZD$194 NZD$203 NZD$189 NZD$201 NZD
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